Private Estate w/Pool, Hot Tub/GYM & Scenic Views!

Welcome to your Hudson Valley escape, a stunning 10-bedroom, 4.5-bath private estate on 7.5 acres of peaceful, scenic land. Perfect for family reunions, group getaways, or corporate retreats, this home comfortably accommodates up to 25 guests. Relax in the year-round hot tub, lounge by the seasonal pool, or gather in the spacious game room. With a chef’s kitchen, multiple gathering areas, and quiet corners, this estate is designed to help you connect, celebrate, and unwind.

Chester, NY, United States
16 guests
10 bedrooms
4.5 bathrooms

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Garden or backyard
  • Hammock
  • Outdoor seating
  • Patio
  • Sun loungers

Kitchen and dining

  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Garden or backyard
  • Hammock
  • Outdoor seating
  • Patio
  • Sun loungers

Kitchen and dining

  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Room-darkening shades
  • Clothing storage

Family

  • Board games
  • Children's books and toys
  • Children's tableware
  • Crib
  • Fireplace guards
  • High chair
  • Travel crib

Entertainment

  • Books
  • Exercise equipment
  • Ping Pong Table
  • Pool table

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Services

  • Cleaning before checkout
  • Long term stays allowed Allow stay for 28 days or more

Heating and cooling

  • Indoor fireplace

Parking and facilities

  • Free parking on premises
  • Gym Free, in the building or nearby
  • Private living room

Location features

  • Laundromat nearby
  • Private entrance Separate street or building entrance

Accessibility

Neighborhood

Nestled in scenic Chester, NY, this home offers easy access to a range of local attractions. Only 45 minutes from the George Washington Bridge, the property is just 10 minutes from Legoland and 15 minutes from Woodbury Commons Outlet. Wine lovers can explore nearby wineries, while adventure-seekers have close access to Mount Peter and Mountain Creek ski areas. The area offers peaceful surroundings with plenty of opportunities for hiking, nature walks, and family-friendly fun, blending rural charm with convenience. For golf enthusiasts, there are several great courses nearby, including The Country Club at Otterkill, Hickory Hill Golf Course, Scenic Farms Golf Course, The Golf Club at Mansion Ridge, and Rockland Lake State Park Golf Course.

Guest Access

Guests enjoy exclusive access to the entire property, including: Seasonal private pool and year-round hot tub Spacious game room with pool table and board games Expansive yard, outdoor dining area, BBQ grill, and seating Multiple indoor living areas for relaxing or entertaining Smart lock self-check-in for a seamless arrival

Good to know

This home blends luxury and comfort to make every stay unforgettable: Main Level – Chef’s kitchen, large dining area, cozy living room, two bedrooms, a bathroom, and direct access to the oversized deck. Second Level – Private master suite with a full bath, plus three additional bedrooms and two more full bathrooms. Mid-Level – Versatile bedroom with a dedicated workspace — ideal for remote work or quiet reading. Lower Level – Three bedrooms, a full bathroom, two sofa beds, and a game room with walkout access to the pool and yard.

Other Details to Note

Pets are welcome with prior approval and a $350 pet fee. The pool is open seasonally. A security deposit is required; details are provided after booking. The garage is off limits to guests. Quiet hours are 8 PM to 8 AM to ensure a peaceful environment. Firewood is not provided; please bring your own if you plan to use the fire pit. This home is perfect for families and respectful groups but is not suitable for rowdy parties or unapproved outside guests.

Check availability

Reviews

Rivka
December 2025 · Airbnb
Amazing stay! The house was huge, super clean, and very comfortable. The hot tub was a great bonus and made the trip even better. Everything was exactly as described and the host was great. Would definitely stay here again!
Teresa
October 2025 · Airbnb
Beautiful home and amenities, my coworkers and I enjoyed our stay for our work outing very much! Sophia and her team were also in great communication throughout and was able to accommodate ad-hoc requests very quickly. Highly recommend to anyone considering their space for any group events.
Isaac
September 2025 · Airbnb
I had a wonderful stay at Sophia’s place! The house is beautiful, spotless, and very comfortable. The pool was clean and perfect for relaxing. Sophia is a fantastic host, and I’m already planning on coming back. Highly recommend to anyone looking for a great stay!
Tashaun
May 2025 · Airbnb
This home was everything promised and more. My family and I were visiting my hometown of Peekskill, NY to attend my grandfather's memorial and on our last day, my grandmother passed away peacefully in her sleep. We needed fast and large accomodations close to Peekskill that would sleep our large immediate and extended family and Sophia's place orfered the tranquil serene environment that we needed with more than enough communal and sleeping space for 25+ people. (The bedrooms are plentiful and oversized). Although there were some signs of deferred maintenence, the home was clean, sufficiently stocked and allowed us to grieve and commune as one family. While the pool was not usable due to scheduled maintenence, the jacuzzi offerred a great relaxing atmosphere. I am forever grateful that this home and Sophia provided us exactly what we needed to come together to honor our matriarch, a home. Thank you again Sophia! Can't wait to visit again at a more happy occasion and use the pool
Annette
May 2025 · Airbnb
Our stay at this Airbnb was absolutely exceptional from start to finish. Rachel was incredibly welcoming, responsive, and went above and beyond to ensure our comfort. The home was clean, beautifully decorated, and trees surrounding the home made it very private. We were able to see beautiful flowers, trees, and wildlife from our windows. We couldn't have asked for a better experience and would return in a heartbeat!

Find us

Sorry we're unable to show you the location for this property

Approximate location. Full address will be provided on booking.